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“It’s standard procedure,” Leo says, nonchalantly almost, with a vague hand gesture toward you.
“Every one who joins must go through an initiation. We draw lots to be fair,” he pauses, reads over the paper in his hand again, then looks back at you. “This just happens to be yours.”
The air in the room is still, and it feels like it’s just the two of you, stuck in this moment, though you’re acutely aware of the twenty or so other pairs of eyes boring into you, waiting. You take a deep breath and nod.
“Yes, boss.”
You joined the Valentino family fully prepared to give your body for Leo and the family, but you didn’t expect it to be in this way. Focusing only on Leo, you stand up and get undressed quickly, taking care to fold each item of clothing carefully, setting them down one on top of the other, until you’re left in only your bra and panties (thanking whatever deity that you’d decided to match today).
Leo looks you up and down, his gaze more focused than you recall seeing it before. He raises and eyebrow.
“All of it.” His voice holds no room for arguments, as always.
“Yes, boss.”
You take your bra off and shiver as the cold air hits your nipples and you can feel them harden. The embarrassment just barely begins to penetrate through the haze of wanting to prove yourself to Leo. You carry on and step out of your panties, barely avoiding your foot catching them and faceplanting.
When you manage to set them aside, you stand up straight and face Leo head on once more. He looks you up and down and only then decides to walk over to you, doing a slow circle around you as he observes you from top to bottom once more.
“Good.” He finally says after inspecting you like he would a new painting. You feel yourself getting lightheaded from holding your breath, on the precipice of terrified and excited. You want so badly to be good for him.
“On your knees and prove your devotion to this family.”
You fall on your knees automatically, gazing up at Leo for approval. He gives you none. Instead, he steps aside and gestures to everyone around you, who only come into focus as you release your breath. They walk toward you, surrounding you, in various states of undress and arousal.
Before they all surround you completely, Leo makes a humming sound and holds up his hand.
“Ah, wait. Remember, everyone - have your fun, but her pussy is mine.”
Everyone nods, and you shiver again. This time definitely from anticipation You can feel yourself getting wet from his absolute certainty, the easy power he holds over everyone in this room. Leo heads back to his chair at the front of the room, like a king on his throne, simply watching.
The touches begin all at once, from every direction. You feel the scratch of stubble on your back, a drag of a manicured nail along your thigh, a hand in your hair pulling your head back, while another grips your breast, too hard, too soon. You can’t help the moan that escapes your mouth before it gets covered by another; soft lips that taste of the sake you all shared mere minutes ago.
You close your eyes and let yourself fall apart in the sensations, allowing the sea of hands to handle and manipulate you as they please. Your hands get moved up, one wrapping around a hard cock, while the other plunges into a soaked pussy next to you. The person kissing you lets you go, and another follows them. You feel someone else come up behind you, their hard cock sliding in between your cheeks, rutting without a rhythm, the laboured breathing ruffling the hair by your ear before their mouth lands on the side of your neck, kissing and licking.
The mouth on yours now pulls away and a cock slides in in one shot, hitting the back of your throat and making you gag, but the hand at the back of your head doesn’t let up, so you have to put your trust in your new mafia family, and let yourself go. You try to swallow around it and hear the moan from above you, just barely more audible than all the other moans and gasps from every direction. If it wasn’t for all the bodies surrounding you and holding you up, you’re sure you would have fallen by now, but the Valentines have your back.
You close your eyes and release the tension in your shoulders, letting the sensations take over all your senses. Your hands work in tandem rhythms in getting your partners off at the same time. You think they might be kissing above you, but you can’t be sure. The wet sounds of the cock in your mouth sliding in and out are louder, then louder still as it picks up speed and saliva dribbles out of your mouth before a grunt only lets you know that you should try to breathe as bitter taste fills your mouth.
You think you hear someone say “Welcome to the Valentino Family” before you feel a kiss on your forehead but that seems absurd in this situation, so you chalk it up to arousal-induced delirium.
You haven’t been able to see Leo amidst all these other bodies and for a brief second you get scared, worried that you’re failing him before you even really started, but as the spent cock in your mouth pulls out and the man in front of you steps away you blink your eyes open and catch sight of him briefly. He’s still in his chair, but you catch a glimpse of his hand leisurely moving in his lap, stroking himself through his slacks. The fear of disappointing him dissipates and you swallow what you can before the next man steps in front of you, blocking Leo from your sight and fucking straight into your mouth. Saliva and cum down your chin onto your chest and it’s a shock when you feel a wet tongue lapping it up, then that same mouth sucking your nipples hard, biting down.
You moan around the cock in your mouth and speed up your hands, feeling the pussy around your finger clenching, thighs clamping down around your arm before wetness slides down it. The cock in your other hand comes seconds after, splattering onto your arm and side.
The sensations float away even more after that, splatter after splatter on every inch of your body as they manoeuvre you to lie down eventually, someone’s wet pussy riding your face, while someone else fucks your tits. It’s an endless barrage of noise and sensation, until you realize that there are only a couple people left, and that they’ve been leaving as they got off on you.
Soon, the last kiss lands on your forehead (they’ve really been doing it, you realize; a wild juxtaposition of tenderness amid the depravity of the acts that led to your body currently covered in all their releases) and you’re all alone in the middle of the floor.
The silence is deafening and you begin to panic, too spent to move quickly, to search for Leo, before a shadow falls over you, and you look directly up. There he is - tall, imposing, powerful, beautiful. You notice that he took off his coat and jacket at some point, but otherwise he’s still fully dressed, though the tightness of his trousers makes his arousal very obvious. You want to taste it so badly, but you know that’s not in the cards right now, but maybe someday, if you proved yourself tonight.
“Boss-” you begin, but he shushes you and you can only watch, lying prone on the floor, but nearly shaking with the want you feel from no one giving you any attention where you wanted it. You can only watch as he unzips his pants and takes himself out. It’s everything you could have imagined, long and hard and thick. You clench at the thought of it fucking you, wanting nothing more in that moment.
His voice is raspier than before when he says, “On your hands and knees for me, show me how wet you got just from being used as everyone’s fuck toy.”
Embarrassment peeks its head out of some corner of your mind and you want to hide, but the need to obey your Boss and leader is stronger. You turn over and present yourself to him, spreading your legs wide to give him room. You don’t dare look behind when you hear shuffling, so the hands on your ass, spreading you open come as a surprise and leave goosebumps in their wake as they move up and down your cheeks and thighs.
Leo slaps your ass suddenly, once, then twice, and you whimper in pleasure.
“Perfect.” he says, almost under his breath. “I knew you would be.”
A bit louder, he asks, “Are you ready?”
You try to nod your head, but he grabs your hair and pulls your head back until you’re forced to look back at him. “I asked you a question.”
“Yes, sir,” you manage past the tightness in your throat at the awkward angle. Leo lets go of your hair in favour of gripping your hip with his hand, while the other does something that makes his belt buckle jingle behind you.
You get no more warning before you feel the blunt tip of his cock slide between your pussy lips, gathering the wetness in a tease as it slides past your hole and just barely grazes your clit on the way down. You can’t help angling your hips a bit to get that sensation more, but get swiftly stopped with a spank and a sharp, “Don’t.”
You freeze exactly as you are, pussy wet and wanting, heart beating in your chest.
Leo doesn’t move again for what feels like eternity, until he finally slides his cock through your wetness once more, tip barely catching on your opening. It takes everything in you not to move and chase after him once more. You clench your hands so hard you can feel your nails leaving marks on your palms. Leo takes his time with you, swiping his cock up and down again and again and again, at an almost leisurely pace, barely dipping into you every few swipes. You’ve never wanted anyone so badly in your life.
After an eternity or a few minutes, give or take, Leo leans over you. His belt buckle slaps into you with the movement, cold metal a shock against your overheated skin. He kisses your shoulder blade and says, “Good girl,” then moves back and finally - finally slides into you all the way, in one tortuously slow thrust.
It’s the only slow one you get, a kind warning, almost, to the punishing pace he sets. He fucks you with the intensity you’ve expected from him, but having it directed at you, and in this way, is too much. Your entire world narrows down to Leo; to his hands on your hips - the only things keeping you any kind of upright, to the scratch of his zipper against your skin, to the feeling of his cock filling and stretching you with every thrust.
You can’t help the noises coming out of your mouth now, your arousal so overwhelming you don’t know what to do with yourself. You feel like you’re ready to come at any moment, but also like you can’t let go all at once. It’s too much.
“Please,” you beg him, without context or follow up. Thankfully, Leo doesn’t need to hear more. He pushes you down lower, angling your ass up higher and grinding his cock into you with every thrust. His balls slap a tease against your clit, making you wish you had the capacity to touch yourself there right now, but also loving the uneven sensations that leave you completely at his mercy.
Though you can feel his thrusts speed up and become more erratic, and you get excited to be able to make him come, to be fully his, you’re not expecting the hand he slides from your hip to your front, nor the fingers that rub and pinch at your clit. Fuck, you’re going to come. It’s terrifying and exhilarating, because your body needs to release this tension, but you can’t -- you can’t. Leo hasn’t given you permission.
“No no no, please, sir, please-” you beg once more. Leo chuckles above you, in between his soft moans and heavy breaths.
“Fuck, you’re so good. Don’t worry, I’m close. Show me who owns you now and prove your loyalty. Come for me.”
It’s like a dam breaks. His deep voice drives you wild and your entire body tenses, you clench around him while your clit pulses in his fingers and while he continues fucking into you erratically, you come. Your whole body trembles as your pussy soaks him even more with every thrust. The only thing keeping you up are Leo’s hands while you shake uncontrollably.After what feel like endless waves of pleasure and overstimulation that you can’t escape from, you feel him push into you one last time and fill you up, mark you as truly his.
You stay that way for a while, maybe, the sweat and dried come cooling on your skin. Leo pulls out eventually and helps you lie down on your side, petting your hair absently while your breathing returns to normal. You gaze up at him and feel like you need to say something, and he must sense your trepidation because he looks down at you and smiles.
“Someone will come help you to the baths, soon. No need to worry, you proved your loyalty beyond any doubts.”
Leo moves to get up, but before he does, he bends down over you and, like all the rest before him, kisses your forehead and says, “Welcome to the Valentino Family.”